Hotels with Pool & Resorts in Westchester from AU$196

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Check availability on Westchester Hotels with Pool

Best Westchester Hotels with Pool

The Hoxton Chicago
Seasonal outdoor pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beautiful hotel in a great location "
The price is AU$411
includes taxes & fees
19 Oct - 20 Oct
The Hoxton Chicago
Level Chicago – Old Town
Seasonal outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (359)
"Great place to stay. Loved it!"
Level Chicago – Old Town
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool cabanas (surcharge), pool umbrellas

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2089)
"Great location and very nice staff!!"
The price is AU$329
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Chicago - Magnificent Mile
Hyatt House Chicago West Loop
Indoor pool

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1049)
"Great location near lots of restaurants. "
The price is AU$380
includes taxes & fees
26 Oct - 27 Oct
Hyatt House Chicago West Loop
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (308)
"The staff are super friendly and helpful. The amenities are amazing and it’s so close to Fulton market restaurants and markets. Will definitely stay again. "
Level Chicago Fulton Market
Best Western River North Hotel
Indoor pool

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1044)
"It was a great stay"
The price is AU$273
includes taxes & fees
2 Oct - 3 Oct
Best Western River North Hotel
JW Marriott Chicago
Indoor pool

JW Marriott Chicago

4.5 star property
9.2 out of 10, Wonderful, (1007)
"Great staff and location."
The price is AU$503
includes taxes & fees
24 Oct - 25 Oct
JW Marriott Chicago
Viceroy Chicago
Seasonal outdoor pool, open 8:00 AM to 5:00 PM, pool loungers

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1118)
"Hotel and staff were very pleasant "
The price is AU$617
includes taxes & fees
26 Oct - 27 Oct
Viceroy Chicago
Eaglewood Resort and Spa
Indoor pool, outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1046)
"Great location for a staycation "
The price is AU$196
includes taxes & fees
5 Oct - 6 Oct
Eaglewood Resort and Spa
Hilton Garden Inn Chicago Downtown South Loop
Pool

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
8.8 out of 10, Excellent, (1697)
"Nice place to stay."
The price is AU$337
includes taxes & fees
22 Oct - 23 Oct
Hilton Garden Inn Chicago Downtown South Loop
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Westchester Hotel Reviews

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
" Enjoyed stay Only issue was the lobby was out of coffee temporarily."
William 1-night trip
Posted 2 days ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Frequently asked questions

What are some accommodation options with pools in Westchester?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides complimentary high-speed (wired) Internet access, an indoor pool and LCD televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool and a steam room. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool and flat-screen televisions. Hilton Chicago O'Hare Airport: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness centre, an indoor pool and flat-screen televisions. CitizenM Chicago Downtown: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool and a health club.
What is there to see and do in Westchester?
While you're in the area, consider exploring places such as Wrigley Field, Michigan Avenue and Navy Pier. Take a walk along the waterfront at Oak Street Beach and North Avenue Beach. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Westchester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Westchester in the hottest months of July, August or June, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temp is -1°C.

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